Deferiprone

Names

[ Name ]:
Deferiprone

[Synonym ]:
1,2-DIMETHYL-3-HYDROXYPYRID-4-ONE
3-hydroxy-1,2-dimethyl-pyrid-4-one
UNII-2BTY8KH53L
3-hydroxy-1,2-dimethylpyridin-4(1H)-one
Deferiprone
deferipnone
3-HYDROXY-1,2-DIMETHYL-4(1H)-PYRIDONE
Ferriprox
3-hydroxy-1,2-dimethyl-4-pyridinone
DMHP
DEFERIPRON
CP20
cp20(chelatingagent)
3-hydroxy-1,2-dimethyl-4-pyridone
1,2-dimethyl-3-hydroxy-4(1H)-pyridinone
3-Hydroxy-1,2-dimethyl-4(1H)-pyridinone
Kelfer
1,2-dimethyl-3-hydroxy-4-pyridinone
1,2-Dimethyl-3-hydroxy-4-pyridone
4(1H)-Pyridinone, 3-hydroxy-1,2-dimethyl-
Deferione
DEFERIDONE
MFCD00134497

Biological Activity

[Description]:

Deferiprone is the only orally active iron-chelating drug to be used therapeutically in conditions of transfusional iron overload. Target：Deferiprone is an orphan drug designed and developed primarily by academic initiatives for the treatment of iron overload in thalassaemia. Deferiprone has been used in several other iron or other metal imbalance conditions and has prospects of wider clinical applications. Deferiprone has high affinity for iron and interacts with almost all the iron pools at the molecular, cellular, tissue and organ levels. Doses of 50-120 mg/kg/day appear to be effective in bringing patients to negative iron balance. Deferiprone increases urinary iron excretion, which mainly depends on the iron load of patients and the dose of the drug.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Cardiovascular Disease

[References]

[1]. Kontoghiorghes GJ, et al. Benefits and risks of deferiprone in iron overload in Thalassaemia and other conditions: comparison of epidemiological and therapeutic aspects with deferoxamine. Drug Saf. 2003;26(8):553-584.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
232.7±40.0 °C at 760 mmHg

[ Melting Point ]:
272-275 °C(lit.)

[ Molecular Formula ]:
C₇H₉NO₂

[ Molecular Weight ]:
139.152

[ Flash Point ]:
94.5±27.3 °C

[ Exact Mass ]:
139.063324

[ PSA ]:
42.23000

[ LogP ]:
-0.22

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.565

[ Storage condition ]:
-20°C Freezer

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UU7785940

CHEMICAL NAME :: 4(1H)-Pyridinone, 1,2-dimethyl-3-hydroxy-

CAS REGISTRY NUMBER :: 30652-11-0

BEILSTEIN REFERENCE NO. :: 1447108

LAST UPDATED :: 199803

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C7-H9-N-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Cardiac - other changes

REFERENCE :: ATSUDG Archives of Toxicology, Supplement. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) No.1- 1978- Volume(issue)/page/year: 18,202,1996

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 13,413,1988

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 983 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: BLOOAW Blood. (Grune & Stratton, Inc., 465 S. Lincoln Dr., Troy, MO 63379) V.1- 1946- Volume(issue)/page/year: 76,2389,1990

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - food intake (animal) Gastrointestinal - ulceration or bleeding from stomach

REFERENCE :: BOMEEH BioMetals. (Rapid Communications of Oxford Ltd., The Old Malthouse, Paradise St., Oxford OX1 1LD, UK) V.5- 1992 Volume(issue)/page/year: 10,247,1997

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ATSUDG Archives of Toxicology, Supplement. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) No.1- 1978- Volume(issue)/page/year: 18,202,1996 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4200 mg/kg/4W-I

TOXIC EFFECTS :: Endocrine - changes in adrenal weight Endocrine - changes in spleen weight Endocrine - changes in thymus weight

REFERENCE :: MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 28(Suppl A),73,1992

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 52 gm/kg/52W-I

TOXIC EFFECTS :: Endocrine - changes in adrenal weight

REFERENCE :: MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 28(Suppl A),81,1992

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8400 mg/kg/4W-I

TOXIC EFFECTS :: Endocrine - changes in adrenal weight Endocrine - changes in spleen weight Endocrine - changes in thymus weight

REFERENCE :: MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 28(Suppl A),73,1992

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 12 gm/kg/12W-I

TOXIC EFFECTS :: Blood - changes in other cell count (unspecified) Blood - changes in leukocyte (WBC) count Related to Chronic Data - death

REFERENCE :: BLOOAW Blood. (Grune & Stratton, Inc., 465 S. Lincoln Dr., Troy, MO 63379) V.1- 1946- Volume(issue)/page/year: 78,2727,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 3600 mg/kg/28D-I

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - somnolence (general depressed activity) Related to Chronic Data - death

REFERENCE :: BOMEEH BioMetals. (Rapid Communications of Oxford Ltd., The Old Malthouse, Paradise St., Oxford OX1 1LD, UK) V.5- 1992 Volume(issue)/page/year: 10,247,1997

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 10500 mg/kg/35W-I

TOXIC EFFECTS :: Cardiac - cardiomyopathy including infarction Liver - hepatitis (hepatocellular necrosis), diffuse Blood - changes in leukocyte (WBC) count

REFERENCE :: BOMEEH BioMetals. (Rapid Communications of Oxford Ltd., The Old Malthouse, Paradise St., Oxford OX1 1LD, UK) V.5- 1992 Volume(issue)/page/year: 10,247,1997

Safety Information

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36

[ WGK Germany ]:
3

[ RTECS ]:
UU7785940

[ HS Code ]:
2933399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%